Hydrogen Bromide → 7-[2-(N-Dodecyl-N-methylamino)ethoxy]-3,4dihydro-2-(trifluoromethyl)-2H-1-benzopyran-2-ol

HRID 1383903ノート

反応式

HRID 1383903 の反応式
[CH2:1]([N:13]([CH2:15][CH2:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][C:26](=[O:31])[C:27]([F:30])([F:29])[F:28])=[C:20]([O:32]C)[CH:19]=1)[CH3:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].Br>O>[CH2:1]([N:13]([CH2:15][CH2:16][O:17][C:18]1[CH:23]=[CH:22][C:21]2[CH2:24][CH2:25][C:26]([C:27]([F:30])([F:29])[F:28])([OH:31])[O:32][C:20]=2[CH:19]=1)[CH3:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

参加物

4

反応物 2

HCID 260Hydrogen BromideHCID 183190324-[4-[2-(N-Dodecyl-N-methylamino)ethoxy]-2-methoxyphenyl]-1,1,1-trifluoro-2-butanone

生成物 1

HCID 211888567-[2-(N-Dodecyl-N-methylamino)ethoxy]-3,4dihydro-2-(trifluoromethyl)-2H-1-benzopyran-2-ol収率 40%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 4-[4-[2-(N-dodecyl-N-methylamino)ethoxy]-2-methoxyphenyl]-1,1,1-trifluoro-2-butanone (157 mg, 0.33 mmol) and hydrobromic acid (47%, 3 ml) was refluxed for 3.5 h. After cooling to r.t., the mixture was diluted with water, extracted with dichloromethane. The organic layer was washed with sat. sodium bicarbonate, brine, dried over magnesium sulfate and concentrated in vacuo. The residue was chromatographed on silica gel (ethyl acetate/acetone 3:1) to afford the title compound (60 mg, 40%) as a clear oil.

後処理

  1. temperaturewas refluxed for 3.5 h
  2. extractionextracted with dichloromethane
  3. washThe organic layer was washed with sat. sodium bicarbonate, brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe residue was chromatographed on silica gel (ethyl acetate/acetone 3:1)

出典と根拠

ORDレコード
ord-520c9a1e3c7747cfb54745ab0547959a
出典データセット
uspto-grants-2001_07
特許番号
US06255496B1

反応ノート

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